To dream of a caretaker represents an aspect of yourself that is focused on keeping up appearances or maintaining certain emotional states.

A caretaker may appear in your dream when you achieve some success or power and want to maintain appearances or keep a good impression.

Example: A man dreamed of being at the top of a tall building with a caretaker. In waking life he had just had a date with woman he liked and felt he had to try his hardest to keep her liking him with nice clothing and fancy restaurants.